Tert-butyl 6-(bromomethyl)-2-[(tert-butoxycarbonyl)oxy]-3-(trifluoromethyl)benzoate → HCID 11562788, compound

HRID 2076685Notes

Reaction equation

HRID 2076685 reaction equation
[CH2:1]([C:3]1[CH:4]=[C:5]([C:14]2[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=2)[CH:6]=[CH:7][C:8]=1[CH2:9][C:10]([O:12]C)=[O:11])[CH3:2].Br[CH2:22][C:23]1[C:28]([C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])=[C:27]([O:36]C(OC(C)(C)C)=O)[C:26]([C:44]([F:47])([F:46])[F:45])=[CH:25][CH:24]=1>>[C:32]([O:31][C:29]([C:28]1[C:27]([OH:36])=[C:26]([C:44]([F:46])([F:47])[F:45])[CH:25]=[CH:24][C:23]=1[CH2:22][O:20][C:17]1[CH:16]=[CH:15][C:14]([C:5]2[CH:6]=[CH:7][C:8]([CH2:9][C:10]([OH:12])=[O:11])=[C:3]([CH2:1][CH3:2])[CH:4]=2)=[CH:19][CH:18]=1)=[O:30])([CH3:33])([CH3:35])[CH3:34]

Participants

3

Reactant 2

HCID 67119234Tert-butyl 6-(bromomethyl)-2-[(tert-butoxycarbonyl)oxy]-3-(trifluoromethyl)benzoateHCID 86241404HCID 86241404, compound

Product 1

HCID 11562788HCID 11562788, compoundYield 46%

Procedure

According to a method similar to Example (40-2), Example (33-5) and Example (17-4), from methyl (3-ethyl-4′-hydroxy-1,1′-biphenyl-4-yl)acetate (122 mg, 0.45 mmol) synthesized in Example (85-4) and tert-butyl 6-(bromomethyl)-2-[(tert-butoxycarbonyl)oxy]-3-(trifluoromethyl)benzoate (226 mg, 0.50 mmol) obtained in Example (28-5), the title compound was obtained (107 mg, three-step total yield: 46%).

Sources & evidence

ORD record
ord-8ebe7aa1344f45c193cfa23ce3b7d8b1
Source dataset
uspto-grants-2011_04
Patent number
US07923573B2

Reaction notes

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